HCID 69204095, compound → HCID 69201523, compound

HRID 2220660Notes

Reaction equation

HRID 2220660 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([OH:36])[CH2:16][NH:17][CH2:18][CH2:19][O:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][C:30]([C:33]([OH:35])=[O:34])=[CH:29][CH:28]=3)=[CH:23][CH:22]=2)=[CH:11][C:10]=1[NH:37][S:38]([CH3:41])(=[O:40])=[O:39])C1C=CC=CC=1>CN(C)C(=O)C.[C].[Pd]>[OH:36][C@H:15]([C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])[CH:11]=1)[CH2:16][NH:17][CH2:18][CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[CH:28]=[CH:29][C:30]([C:33]([OH:35])=[O:34])=[CH:31][CH:32]=2)=[CH:23][CH:22]=1

Participants

4

Reactant 1

HCID 69204095HCID 69204095, compound

Product 1

HCID 69201523HCID 69201523, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 31374DimethylacetamideSolvent

Procedure

A suspension of the crude 4′-{2-[(R)-2-(4-benzyloxy-3-methanesulfonylaminophenyl)-2-hydroxyethylamino]ethoxy}biphenyl-4-carboxylic acid and 10% palladium-carbon (0.03 g) in N,N-dimethylacetamide (5 mL) was stirred at room temperature for 2 hrs under an atmosphere of hydrogen. The catalyst was removed by filtration, and the solvent was evaporated under reduced pressure. The residue was triturated in methylene chloride, and then dissolved by addition of acetonitrile (5 mL) and water (5 mL) The insoluble materials were removed by filtration, and the solvent was evaporated under reduced pressure to afford the title compound (0.045 g).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was triturated in methylene chloride
  4. dissolutiondissolved by addition of acetonitrile (5 mL) and water (5 mL) The insoluble materials
  5. customwere removed by filtration
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-72123dd14e574bf79ab0541fd7202f51
Source dataset
uspto-grants-2008_08
Patent number
US07417169B2

Reaction notes

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